Flag Football Game Preview: Windward Wildcats vs. Brentwood School Eagles
By Team Reports
Sep 27, 2025, 3:38pm
Flag Football Preview: Windward Wildcats vs. Brentwood School Eagles

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| 10/14/24 - Away | 32-8 W |
| 09/05/24 - Home | 38-12 W |
| 10/23/23 - Away | 26-21 W |
| 09/18/23 - Home | 33-0 W |
Windward has gone a perfect 4-0 against Brentwood School recently and they'll look to pad the win column further on Monday. The Wildcats will take on the Eagles at 3:45 p.m. Windward will be strutting in after a win while Brentwood School will be coming in after a loss.
On Thursday, Windward didn't have too much breathing room in their game against Burroughs, but they still walked away with a 19-13 victory. The win made it back-to-back victories for the Wildcats.
Meanwhile, while it was all tied up 7-7 at halftime, Brentwood School was not quite SEED: LA's equal in the second half on Thursday. They took a 13-7 hit to the loss column at the hands of the Grizzlies. The loss was a bit of a surprise, as the Eagles came into the matchup with a sizable advantage in MaxPreps' California flag football rankings (they are ranked 208th, while the Grizzlies are ranked 529th).
Windward's win bumped their record up to 7-3. As for Brentwood School, their defeat was their first in the league, dropping their league record down to 4-1 and their overall record down to 5-3.
Everything went Windward's way against Brentwood School in their previous matchup back in October of 2024, as Windward made off with a 32-8 victory. Will the Wildcats repeat their success, or do the Eagles have a new game plan this time around? We'll find out soon enough.
Article generated by infoSentience based on data entered on MaxPreps